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ORD - EIS

$233 Find cheap flights from Chicago to Road Town

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Road Town departing on 7/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 6/7
Fri 6/14

Search hundreds of travel sites at once for deals on flights to Road Town

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Road Town, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Road Town, as well as popular online travel agencies
In the last 7 days travelers have searched 43,707,506 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Road Town (ORD-EIS)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Road Town that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:10 am - 11:30 amORD-EIS
23h 20m1 stop
3:10 pm - 8:35 pmEIS-ORD
30h 25m2 stops
Tue, May 21 - Tue, May 28
9:57 am - 11:30 amORD-EIS
24h 33m2 stops
8:55 am - 10:20 amEIS-ORD
26h 25m1 stop
Tue, May 21 - Mon, May 27
11:10 am - 11:30 amORD-EIS
23h 20m1 stop
8:55 am - 10:20 amEIS-ORD
26h 25m1 stop
Tue, May 21 - Mon, May 27
6:59 am - 3:46 pmORD-EIS
7h 47m1 stop
12:40 pm - 10:24 pmEIS-ORD
10h 44m1 stop
$721American Airlines
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Sun, Jul 28 - Mon, Aug 5
5:01 am - 3:46 pmORD-EIS
9h 45m1 stop
12:40 pm - 11:59 pmEIS-ORD
12h 19m2 stops
$724American Airlines
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Sun, Jul 28 - Mon, Aug 5
8:20 pm - 3:10 pmORD-EIS
17h 50m1 stop
4:25 pm - 7:50 amEIS-ORD
16h 25m2 stops
$727American Airlines
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Wed, Oct 16 - Sun, Oct 27
5:28 am - 3:46 pmORD-EIS
9h 18m2 stops
12:40 pm - 11:59 pmEIS-ORD
12h 19m2 stops
$773American Airlines
Find Deal
Sun, Jul 28 - Mon, Aug 5
9:22 am - 11:30 amORD-EIS
25h 08m1 stop
12:00 pm - 8:05 pmEIS-ORD
9h 05m1 stop
$874United Airlines
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Wed, Oct 16 - Sun, Oct 27
8:52 am - 8:10 pmORD-EIS
10h 18m1 stop
12:00 pm - 8:01 pmEIS-ORD
9h 01m1 stop
$894United Airlines
Find Deal
Sat, May 25 - Tue, May 28
6:07 pm - 2:40 pmORD-EIS
19h 33m1 stop
8:55 am - 8:01 pmEIS-ORD
12h 06m1 stop
$914United Airlines
Find Deal
Sat, May 25 - Mon, May 27

Good to know

Low season

February

High season

March

Cheapest flight

$233
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Chicago to Road Town

When to book flights from Chicago to Road Town

Are your dates flexible? Find out the best times to travel from Chicago to Road Town based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Road Town flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Road Town?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Road Town was $233 for a one-way ticket and $485 for a round-trip.

  • Do I need a passport to fly between Chicago and Road Town?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Road Town.

  • Which aircraft models fly most regularly from Chicago to Road Town?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Road Town?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Road Town, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Road Town, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Road Town are United Airlines and American Airlines. With an average price for the route of $999 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $1,168 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Chicago to Road Town?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Road Town.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Road Town?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Road Town from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Road Town?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Road Town with an airline and back to Chicago with another airline. Booking your flights between Chicago and EIS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Road Town?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Road Town from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Chicago to Road Town

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Road Town. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Road Town? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 11073 reviews
7.2Comfort
7.1Entertainment
8.1Crew
7.7Boarding
6.7Food
Airline reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

8.0 ExcellentAnonymous, Apr 2024ORD - PHX
Read more about United Airlines reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Book cheap flights from Chicago to Road Town

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Road Town found on KAYAK in the last 72 hours.
7/10Wed
1 stop
28h 12mORD-EIS
$233
7/10Wed
3 stops
31h 15mORD-EIS
$270
7/10Wed
2 stops
19h 19mORD-EIS
$285
7/19Fri
1 stop
29h 32mORD-EIS
$311
7/19Fri
2 stops
19h 45mORD-EIS
$318
7/19Fri
3 stops
22h 01mORD-EIS
$387

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Last minute flights from Chicago to Road Town

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Road Town that are departing in the next 10 days.
5/10Fri
multi-stopUnited Airlines
7h 13mORD-EIS
5/18Sat
multi-stopUnited Airlines
26h 41mEIS-ORD
$1,110
5/10Fri
multi-stopUnited Airlines
7h 13mORD-EIS
5/18Sat
multi-stopUnited Airlines
11h 59mEIS-ORD
$1,397
5/10Fri
multi-stopUnited Airlines
16h 40mORD-EIS
5/18Sat
multi-stopUnited Airlines
11h 59mEIS-ORD
$1,849

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Chicago - Road Town Flights

Departure:

Chicago (undefined)United States

Destination:

Road Town (EIS)British Virgin Islands

Return flight deals:

Road Town - Chicago

Cabin classes: